Kinetics and mechanism of the selective oxidation of primary aliphatic alcohols under phase transfer catalysis

Abstract

Kinetics of the oxidation of primary aliphatic alcohols has been carried out using phase transferred monochromate in benzene. Tetrabutylammonium bromide (TBAB) and tetrabutylphosphonium bromide (TBPB) are used as phase transfer catalysts (PT catalyst). The reaction shows first order dependence on both [alcohol] and [monochromate ion]. The oxidation leads to the formation of corresponding aldehyde and no traces of carboxylic acid has been detected. The reaction mixture failed to induce the polymerization of added acrylonitrile which rules out the presence radical intermediates in the reaction. Various thermodynamic parameters have been evaluated and a suitable mechanism has been proposed.

Keywords

• Selective oxidation
• Phase transfer catalysis
• Kinetics
• Mechanism
• Phase transferred monochromate